Patent NZ-503685-A (NZ)
Title: Fused pyrrole compounds as kinase inhibitors
Inventor: CHENG SOAN
IPC: A61K31/4365
Filed: 1998-10-13
Abstract: A compound of formula (I) wherein: R1 is heteroaryl; ------ represents a bond between either B and CR1 or Q and CR1 such that  when ------ is between Q and-CR1-then B is nitrogen, R2 is aryl and Q is-CR-, and  when ----- is between B and-CR1-then B is carbon, R2 is aryl or heteroaryl and Q is-NR4-, -O-, or-S-; R is hydrogen, alkyl, haloalkyl, cycloalkyl, cycloalkylalkyl, heteroalkyl, acyl, heterocyclyl, heterocyclylalkyl, heterocyclylcarbonyl, nitro, cyano, amino, monosubstituted amino, disubstituted amino, acylamino, sulfonylamino, OR5 where R5 is hydrogen, alkyl, heteroalkyl or heterocyclylalkyl,-COOR7 where R7 is hydrogen or alkyl or-CONR'R" where R' and R" independently represent hydrogen, alkyl or heteroalkyl; R4 is hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, cycloalkylalkyl, heteroalkyl, acyl, aralkyl, heteroaralkyl, heterocyclyl, heterocyclylalkyl, heterocyclylcarbonyl, -OR5 where R5 is hydrogen, alkyl, heteroalkyl or heterocyclylalkyl), -SO2R" where R" is alkyl, amino, monosubstituted amino or disubstituted amino, -CONR'R" where R' and R" independently represent hydrogen, alkyl or heteroalkyl, -alkylene-Z or -alkylene-CO-alkylene- where Z is cyano, -COOR' where R' is hydrogen or alkyl, -CONR8R9 where R8 is hydrogen or alkyl, R9 is alkoxy or -alkylene-COOR7, or R8 and R9 together with the nitrogen atom to which they are attached form a heterocycle, -C(=NR10)(NR11R12) where R10, R11 and R12 independently represent hydrogen or alkyl, or R10 and R11 together are-(CH2)n- where n is 2 or 3 and R12 is hydrogen or alkyl, or -COR13 where R13 is alkyl, heteroalkyl, heterocyclylalkyl, aryl, aralkyl, heteroaryl or heteroaralkyl; Ring P is a group represented by formula (S), (T), (U), (V) or (W); R6 is hydrogen, alkyl, heteroalkyl, heterocyclylalkyl, halo, cyano, nitro, amino, monosubstituted amino, disubstituted amino, -COOR14, -alkylene-COOR14 where R14 is hydrogen or alkyl, -CONR15R16, where R15 and R16 independently represent hydrogen or alkyl, or R15 and R16 together with the nitrogen atom to which they are attached form a heterocycle), -S(O)nR17, where n is an integer from 0 to 2 and R17 is alkyl, amino, monosubstituted amino or disubstituted amino, -OR18 where R18 is hydrogen, alkyl, heteroalkyl or heterocyclylalkyl),-NRivC(O)Riv where Riv is hydrogen, alkyl or hydroxyalkyl and Riv is hydrogen, alkyl, cycloalkyl or -alkylene-X where X is hydroxy, alkoxy, amino, alkylamino, dialkylamino, heterocyclyl or -S(O)nRvi where n is 0 to 2 and Rvi is alkyl, -NRviiSO2Rviii where Rvii is hydrogen or alkyl and Rviii is alkyl or -alkylene-X where X is hydroxy, alkoxy, amino, alkylamino, dialkylamino or-S(O)nRvi where n is 0 to 2 and Rvi is alkyl; and R3 is hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, heteroalkyl, cycloalkyl, cycloalkylalkyl, cycloalkylthio, aralkyl, heteroaralkyl, heterocyclyl, heterocyclylalkyl, halo, cyano, nitro, amino, monosubstituted amino, disubstituted amino, acylamino, sulfonylamino, -OR19 where R19 is hydrogen, alkyl, heteroalkyl or heterocyclylalkyl, -COOR20 where R20 is hydrogen or alkyl, CONR21R22 where R21 and R22 independently represent hydrogen, alkyl or heteroalkyl, or R21 and R22 together with the nitrogen atone to which they are attached form a heterocycle, -S(O)nR23 where n is an integer from 0 to 2 and R23 is alkyl, heteroalkyl, amino, monosubstituted amino or disubstituted amino or-alkylene-CO-alkylene-Z" where Z" Z" is cyano; -COOR24 where R24 is hydrogen or alkyl; -CONR25R26 where R25 and R26 independently represent hydrogen or alkyl, or R25 and R26 together with the nitrogen atom to which they are attached form a heterocycle; -C(=NR27)(NR28R29) where R27, R28 and R29 independently represent hydrogen or alkyl, or R27 and R28 together are -(CH2)n where n is 2 or 3 and R29 is hydrogen or alkyl; or -COR30 where R30 is alkyl, heteroalkyl, heterocyclylalkyl, aryl, aralkyl, heteroaryl or heteroaralkyl; provided that both R3 and R5 are not either amino, monosubstituted amino or disubstituted amino. Compounds of formulae II and IIa wherein: Y is halo and Z is -NH-CR1 or Y is -COR2 and Z is -NHCOR1 or Y is hydrogen and Z is -NHN=CR1CH2R2 or Y is -C=CR1 and Z is -NHR2; and ring P, R1 and R2 are as defined for formula I. The compounds are useful for treating inflammatory diseases.